#------------------------------------------------------------------------------
#$Date: 2025-04-03 08:32:21 +0300 (Thu, 03 Apr 2025) $
#$Revision: 298703 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/76/7157602.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7157602
loop_
_publ_author_name
'Aegurla, Balakrishna'
'Jarwal, Nisha'
'Peddinti, Rama Krishna'
_publ_section_title
;
 Denitrative imino-diaza-Nazarov cyclization: synthesis of pyrazoles.
;
_journal_issue                   31
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              6100
_journal_page_last               6107
_journal_paper_doi               10.1039/d0ob01200a
_journal_volume                  18
_journal_year                    2020
_chemical_formula_moiety         'C17 H16 N2 O'
_chemical_formula_sum            'C17 H16 N2 O'
_chemical_formula_weight         264.32
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2018-07-16 deposited with the CCDC.	2020-07-14 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 110.590(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.4739(14)
_cell_length_b                   7.4371(8)
_cell_length_c                   16.2909(19)
_cell_measurement_reflns_used    4308
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      32.81
_cell_measurement_theta_min      1.74
_cell_volume                     1414.8(3)
_computing_cell_refinement       'Bruker Kappa Apex'
_computing_data_collection       'Bruker Kappa Apex'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.820
_diffrn_measured_fraction_theta_max 1.740
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0269
_diffrn_reflns_av_sigmaI/netI    0.0213
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            23012
_diffrn_reflns_theta_full        32.81
_diffrn_reflns_theta_max         32.81
_diffrn_reflns_theta_min         1.74
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_max  0.982
_exptl_absorpt_correction_T_min  0.982
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2000)'
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.241
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       square
_exptl_crystal_F_000             560.0
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.23
_refine_diff_density_max         0.244
_refine_diff_density_min         -0.266
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.597
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         4308
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.597
_refine_ls_R_factor_all          0.0690
_refine_ls_R_factor_gt           0.0472
_refine_ls_shift/su_max          0.19
_refine_ls_shift/su_mean         0.112
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1637P)²+1.1577P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1347
_refine_ls_wR_factor_ref         0.1794
_reflns_number_gt                3082
_reflns_number_total             5252
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d0ob01200a2.cif
_cod_data_source_block           shelx
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 7157602.cif.

2025-03-31
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C34 H32 N4 O2'
_cod_original_formula_weight         528.64
_cod_original_formula_moiety         'C34 H32 N4 O2'
_cod_original_formula_units_Z            2
_cod_original_sg_symbol_H-M      'p 21/c'
_cod_database_code               7157602
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 1.00891(10) 0.13138(19) 0.91896(7) 0.0596(3) Uani 1 1 d . . .
N8 N 0.58744(11) 0.0144(2) 0.44928(9) 0.0456(3) Uani 1 1 d . . .
N6 N 0.63053(10) 0.05112(19) 0.53582(8) 0.0451(3) Uani 1 1 d . . .
C11 C 0.65233(12) -0.04682(18) 0.32556(9) 0.0405(3) Uani 1 1 d . . .
C19 C 0.67387(12) -0.00205(18) 0.41780(9) 0.0397(3) Uani 1 1 d . . .
C16 C 0.54833(13) -0.00486(19) 0.25995(9) 0.0434(3) Uani 1 1 d . . .
H16 H 0.4922 0.0547 0.2749 0.053(5) Uani 1 1 calc R . .
C12 C 0.73695(14) -0.1351(2) 0.30287(11) 0.0495(3) Uani 1 1 d . . .
H12 H 0.8069 -0.1632 0.3459 0.056(5) Uani 1 1 calc R . .
C15 C 0.52653(15) -0.0504(2) 0.17232(10) 0.0487(3) Uani 1 1 d . . .
C6 C 0.92926(12) 0.0258(2) 0.68422(10) 0.0435(3) Uani 1 1 d . . .
H6 H 0.9602 -0.0239 0.6451 0.062(6) Uani 1 1 calc R . .
C20 C 0.77588(12) 0.0273(2) 0.48704(10) 0.0439(3) Uani 1 1 d . . .
H20 H 0.8494 0.0255 0.4850 0.057(5) Uani 1 1 calc R . .
C4 C 0.77306(12) 0.1660(2) 0.71275(10) 0.0454(3) Uani 1 1 d . . .
H4 H 0.6986 0.2105 0.6932 0.060(5) Uani 1 1 calc R . .
C7 C 0.99623(12) 0.0356(2) 0.77247(10) 0.0458(3) Uani 1 1 d . . .
H7 H 1.0708 -0.0084 0.7922 0.057(5) Uani 1 1 calc R . .
C5 C 0.81683(11) 0.08857(18) 0.65267(9) 0.0387(3) Uani 1 1 d . . .
C3 C 0.83906(13) 0.1773(2) 0.80067(10) 0.0479(3) Uani 1 1 d . . .
H3 H 0.8088 0.2287 0.8398 0.066(6) Uani 1 1 calc R . .
C8 C 0.74530(11) 0.06029(18) 0.56051(9) 0.0390(3) Uani 1 1 d . . .
C2 C 0.95096(12) 0.1116(2) 0.83094(9) 0.0444(3) Uani 1 1 d . . .
C13 C 0.71639(16) -0.1805(2) 0.21639(12) 0.0564(4) Uani 1 1 d . . .
H13 H 0.7726 -0.2396 0.2014 0.069(6) Uani 1 1 calc R . .
C14 C 0.61287(16) -0.1388(2) 0.15198(11) 0.0545(4) Uani 1 1 d . . .
H14 H 0.6005 -0.1701 0.0941 0.077(7) Uani 1 1 calc R . .
C1 C 1.11999(17) 0.0548(4) 0.95483(13) 0.0676(5) Uani 1 1 d . . .
H1A H 1.1508 0.0778 1.0167 0.098(9) Uani 1 1 calc R . .
H1B H 1.1690 0.1075 0.9273 0.093(9) Uani 1 1 calc R . .
H1C H 1.1153 -0.0726 0.9447 0.064(6) Uani 1 1 calc R . .
C17 C 0.4132(2) -0.0061(3) 0.10277(13) 0.0692(5) Uani 1 1 d . . .
H17A H 0.4131 -0.0465 0.0468 0.19(2) Uani 1 1 calc R . .
H17B H 0.4013 0.1216 0.1010 0.20(2) Uani 1 1 calc R . .
H17C H 0.3528 -0.0650 0.1161 0.19(3) Uani 1 1 calc R . .
H10 H 0.498(7) 0.024(5) 0.5702(18) 0.44(5) Uani 1 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 O1 C1 117.90(14) . . ?
N6 N8 C19 109.70(12) . . ?
C8 N6 N8 108.28(11) . . ?
C16 C11 C12 119.16(14) . . ?
C16 C11 C19 121.28(12) . . ?
C12 C11 C19 119.55(14) . . ?
N8 C19 C20 107.61(13) . . ?
N8 C19 C11 121.67(13) . . ?
C20 C19 C11 130.71(12) . . ?
C15 C16 C11 121.51(14) . . ?
C13 C12 C11 119.82(16) . . ?
C16 C15 C14 117.82(15) . . ?
C16 C15 C17 120.65(16) . . ?
C14 C15 C17 121.53(15) . . ?
C7 C6 C5 121.72(14) . . ?
C19 C20 C8 105.94(12) . . ?
C3 C4 C5 120.84(13) . . ?
C6 C7 C2 119.38(13) . . ?
C6 C5 C4 117.95(13) . . ?
C6 C5 C8 120.03(12) . . ?
C4 C5 C8 121.84(12) . . ?
C4 C3 C2 120.20(14) . . ?
N6 C8 C20 108.46(12) . . ?
N6 C8 C5 120.89(12) . . ?
C20 C8 C5 130.52(12) . . ?
O1 C2 C7 124.80(13) . . ?
O1 C2 C3 115.30(13) . . ?
C7 C2 C3 119.89(14) . . ?
C12 C13 C14 120.50(15) . . ?
C13 C14 C15 121.18(14) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C2 1.3679(17) . ?
O1 C1 1.420(2) . ?
N8 N6 1.3484(18) . ?
N8 C19 1.3525(17) . ?
N6 C8 1.3458(17) . ?
C11 C16 1.396(2) . ?
C11 C12 1.3986(19) . ?
C11 C19 1.4687(19) . ?
C19 C20 1.389(2) . ?
C16 C15 1.398(2) . ?
C12 C13 1.382(2) . ?
C15 C14 1.397(2) . ?
C15 C17 1.505(3) . ?
C6 C7 1.388(2) . ?
C6 C5 1.3935(19) . ?
C20 C8 1.3997(19) . ?
C4 C3 1.381(2) . ?
C4 C5 1.4015(19) . ?
C7 C2 1.387(2) . ?
C5 C8 1.4670(19) . ?
C3 C2 1.395(2) . ?
C13 C14 1.383(3) . ?
